1,1-Dimethylethyl N-(5-((4-methylphenyl)sulfonyl)-5H-pyrrolo(2,3-b)pyrazin-2-yl)carbamate

Usestert-Butyl N-[5-(4-methylbenzenesulfonyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]carbamate is a reagent in the synthetic preparation of tricyclic heterocycles and their kinase inhibitory activity. Preparation of novel nitrogen-containing tricyclic compounds as kinase inhibitors for treating immunological and oncological conditions.

UsesTert-butyl 5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-ylcarbamate, also known as upadacitinib intermediate 2, could be used in the synthesis and property studies of upadacitinib. This compound Often used as organic synthesis intermediates and pharmaceutical intermediates. It can be used in laboratory research processes and chemical production processes.

PreparationStarting with 5-bromo-4,7-diazaindole, tert-butyl 5-tosyl-5H-pyrrolo[2,3-b]pyrazin-2-ylcarbamate was prepared through a series of substitution reactions with ammonia, p-toluenesulfonyl chloride, and tert-butyl chloroformate. This preparation process is simplified, with less demanding reaction conditions, no large amounts of byproducts, convenient operation, and uncomplicated post-processing. The product yield is significantly improved, and the reaction time is shortened under catalytic conditions, saving production costs and time, making it suitable for large-scale industrial production.